CA2734627C - Procedes de production de succinate de monoammonium a partir de bouillons de fermentation contenant du succinate de diammonium, du succinate de monoammonium et/ou de l'acide succinique,et conversion du succinate de monoammonium en acide succinique - Google Patents
Procedes de production de succinate de monoammonium a partir de bouillons de fermentation contenant du succinate de diammonium, du succinate de monoammonium et/ou de l'acide succinique,et conversion du succinate de monoammonium en acide succinique Download PDFInfo
- Publication number
- CA2734627C CA2734627C CA2734627A CA2734627A CA2734627C CA 2734627 C CA2734627 C CA 2734627C CA 2734627 A CA2734627 A CA 2734627A CA 2734627 A CA2734627 A CA 2734627A CA 2734627 C CA2734627 C CA 2734627C
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- Prior art keywords
- bottoms
- mas
- liquid
- cooling
- water
- Prior art date
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- NHJPVZLSLOHJDM-UHFFFAOYSA-N azane;butanedioic acid Chemical compound [NH4+].[NH4+].[O-]C(=O)CCC([O-])=O NHJPVZLSLOHJDM-UHFFFAOYSA-N 0.000 title claims abstract description 193
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 title claims abstract description 115
- 238000000034 method Methods 0.000 title claims abstract description 97
- 239000001384 succinic acid Substances 0.000 title claims abstract description 95
- 238000000855 fermentation Methods 0.000 title claims abstract description 61
- 230000004151 fermentation Effects 0.000 title claims abstract description 61
- ZBALFGIGLVIXBV-UHFFFAOYSA-N azane;butanedioic acid Chemical compound [NH4+].OC(=O)CCC([O-])=O ZBALFGIGLVIXBV-UHFFFAOYSA-N 0.000 title claims abstract description 24
- 235000010633 broth Nutrition 0.000 title description 108
- 238000006243 chemical reaction Methods 0.000 title description 11
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 title description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims abstract description 219
- 239000007787 solid Substances 0.000 claims abstract description 201
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 174
- 239000007788 liquid Substances 0.000 claims abstract description 173
- HFVMEOPYDLEHBR-UHFFFAOYSA-N (2-fluorophenyl)-phenylmethanol Chemical compound C=1C=CC=C(F)C=1C(O)C1=CC=CC=C1 HFVMEOPYDLEHBR-UHFFFAOYSA-N 0.000 claims abstract description 90
- 229910021529 ammonia Inorganic materials 0.000 claims abstract description 86
- 238000001816 cooling Methods 0.000 claims abstract description 77
- 239000000203 mixture Substances 0.000 claims abstract description 39
- 238000001704 evaporation Methods 0.000 claims abstract description 38
- 239000012296 anti-solvent Substances 0.000 claims abstract description 29
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 57
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 claims description 36
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 33
- 239000002904 solvent Substances 0.000 claims description 31
- OKUCEQDKBKYEJY-UHFFFAOYSA-N tert-butyl 3-(methylamino)pyrrolidine-1-carboxylate Chemical compound CNC1CCN(C(=O)OC(C)(C)C)C1 OKUCEQDKBKYEJY-UHFFFAOYSA-N 0.000 claims description 30
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 27
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 claims description 23
- 229910000069 nitrogen hydride Inorganic materials 0.000 claims description 19
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims description 18
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 18
- 239000002202 Polyethylene glycol Substances 0.000 claims description 18
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 claims description 18
- 229920001223 polyethylene glycol Polymers 0.000 claims description 18
- JDVPQXZIJDEHAN-UHFFFAOYSA-N succinamic acid Chemical compound NC(=O)CCC(O)=O JDVPQXZIJDEHAN-UHFFFAOYSA-N 0.000 claims description 18
- 229960002317 succinimide Drugs 0.000 claims description 18
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 16
- SNCZNSNPXMPCGN-UHFFFAOYSA-N butanediamide Chemical compound NC(=O)CCC(N)=O SNCZNSNPXMPCGN-UHFFFAOYSA-N 0.000 claims description 15
- YFNKIDBQEZZDLK-UHFFFAOYSA-N triglyme Chemical compound COCCOCCOCCOC YFNKIDBQEZZDLK-UHFFFAOYSA-N 0.000 claims description 13
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- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 claims description 10
- 150000002170 ethers Chemical class 0.000 claims description 10
- PWARIDJUMWYDTK-UHFFFAOYSA-M potassium;butanedioate;hydron Chemical compound [K+].OC(=O)CCC([O-])=O PWARIDJUMWYDTK-UHFFFAOYSA-M 0.000 claims description 10
- KZQSXALQTHVPDQ-UHFFFAOYSA-M sodium;butanedioate;hydron Chemical compound [Na+].OC(=O)CCC([O-])=O KZQSXALQTHVPDQ-UHFFFAOYSA-M 0.000 claims description 10
- COBPKKZHLDDMTB-UHFFFAOYSA-N 2-[2-(2-butoxyethoxy)ethoxy]ethanol Chemical compound CCCCOCCOCCOCCO COBPKKZHLDDMTB-UHFFFAOYSA-N 0.000 claims description 9
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 9
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 claims description 9
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 claims description 9
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 9
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 claims description 9
- 150000003457 sulfones Chemical class 0.000 claims description 9
- 150000003462 sulfoxides Chemical class 0.000 claims description 9
- ZUHZGEOKBKGPSW-UHFFFAOYSA-N tetraglyme Chemical compound COCCOCCOCCOCCOC ZUHZGEOKBKGPSW-UHFFFAOYSA-N 0.000 claims description 9
- 239000008096 xylene Substances 0.000 claims description 9
- CVOQYKPWIVSMDC-UHFFFAOYSA-L dipotassium;butanedioate Chemical compound [K+].[K+].[O-]C(=O)CCC([O-])=O CVOQYKPWIVSMDC-UHFFFAOYSA-L 0.000 claims description 5
- FKNQFGJONOIPTF-UHFFFAOYSA-N Sodium cation Chemical compound [Na+] FKNQFGJONOIPTF-UHFFFAOYSA-N 0.000 claims description 2
- 238000004821 distillation Methods 0.000 description 83
- 239000000243 solution Substances 0.000 description 53
- 238000003756 stirring Methods 0.000 description 21
- 239000002002 slurry Substances 0.000 description 19
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 16
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
- 235000011114 ammonium hydroxide Nutrition 0.000 description 16
- 239000012452 mother liquor Substances 0.000 description 16
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 15
- 229910052799 carbon Inorganic materials 0.000 description 15
- 239000013078 crystal Substances 0.000 description 14
- 238000004128 high performance liquid chromatography Methods 0.000 description 14
- 238000004519 manufacturing process Methods 0.000 description 13
- 239000000908 ammonium hydroxide Substances 0.000 description 12
- 238000004458 analytical method Methods 0.000 description 11
- 238000002425 crystallisation Methods 0.000 description 11
- 230000008025 crystallization Effects 0.000 description 11
- 230000012010 growth Effects 0.000 description 11
- 238000010438 heat treatment Methods 0.000 description 11
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- 239000002253 acid Substances 0.000 description 9
- 150000003839 salts Chemical class 0.000 description 9
- 238000000926 separation method Methods 0.000 description 9
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 9
- 238000004448 titration Methods 0.000 description 9
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- 238000012856 packing Methods 0.000 description 8
- USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 7
- 239000005695 Ammonium acetate Substances 0.000 description 7
- 229940043376 ammonium acetate Drugs 0.000 description 7
- 235000019257 ammonium acetate Nutrition 0.000 description 7
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- 239000012535 impurity Substances 0.000 description 7
- 210000003739 neck Anatomy 0.000 description 7
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- 239000011734 sodium Substances 0.000 description 7
- 241000894007 species Species 0.000 description 7
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 6
- 239000006227 byproduct Substances 0.000 description 6
- 238000010586 diagram Methods 0.000 description 6
- -1 ester succinate Chemical class 0.000 description 6
- 239000007789 gas Substances 0.000 description 6
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- 239000004251 Ammonium lactate Substances 0.000 description 5
- 241000588724 Escherichia coli Species 0.000 description 5
- VZTDIZULWFCMLS-UHFFFAOYSA-N ammonium formate Chemical compound [NH4+].[O-]C=O VZTDIZULWFCMLS-UHFFFAOYSA-N 0.000 description 5
- 229940059265 ammonium lactate Drugs 0.000 description 5
- 235000019286 ammonium lactate Nutrition 0.000 description 5
- 239000008346 aqueous phase Substances 0.000 description 5
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- 238000005119 centrifugation Methods 0.000 description 5
- 238000001000 micrograph Methods 0.000 description 5
- 229910052700 potassium Inorganic materials 0.000 description 5
- 229910052708 sodium Inorganic materials 0.000 description 5
- 238000000108 ultra-filtration Methods 0.000 description 5
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
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- RZOBLYBZQXQGFY-HSHFZTNMSA-N azanium;(2r)-2-hydroxypropanoate Chemical compound [NH4+].C[C@@H](O)C([O-])=O RZOBLYBZQXQGFY-HSHFZTNMSA-N 0.000 description 4
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- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 3
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- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 3
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- 108090000623 proteins and genes Proteins 0.000 description 3
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- 229920006393 polyether sulfone Polymers 0.000 description 1
- 238000011085 pressure filtration Methods 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- 239000001117 sulphuric acid Substances 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 229960002180 tetracycline Drugs 0.000 description 1
- 229930101283 tetracycline Natural products 0.000 description 1
- 235000019364 tetracycline Nutrition 0.000 description 1
- 150000003522 tetracyclines Chemical class 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- CMQCNTNASCDNGR-UHFFFAOYSA-N toluene;hydrate Chemical compound O.CC1=CC=CC=C1 CMQCNTNASCDNGR-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 238000007738 vacuum evaporation Methods 0.000 description 1
- 238000003828 vacuum filtration Methods 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/43—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation
- C07C51/44—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation by distillation
- C07C51/445—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation by distillation by steam distillation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/02—Preparation of carboxylic acids or their salts, halides or anhydrides from salts of carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/41—Preparation of salts of carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/41—Preparation of salts of carboxylic acids
- C07C51/412—Preparation of salts of carboxylic acids by conversion of the acids, their salts, esters or anhydrides with the same carboxylic acid part
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/43—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation
- C07C51/44—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation by distillation
- C07C51/46—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation by distillation by azeotropic distillation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C55/00—Saturated compounds having more than one carboxyl group bound to acyclic carbon atoms
- C07C55/02—Dicarboxylic acids
- C07C55/10—Succinic acid
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Vaporization, Distillation, Condensation, Sublimation, And Cold Traps (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
Procédés de fabrication de succinate de monoammonium (SMA) ou d'acide succinique (AS) à partir d'un bouillon de fermentation contenant du succinate de diammonium clarifié ou d'un bouillon de fermentation contenant du SMA clarifié. Les procédés comprennent a) la distillation du bouillon pour former, d'une part, un distillat contenant de l'eau et facultativement de l'ammoniac et, d'autre part, un fond de liquide contenant du SMA ou de l'AS; b) le refroidissement ou l'évaporation des fonds et facultativement l'ajout d'un antisolvant aux fonds pour atteindre une température et une composition suffisantes pour faire en sorte que les fonds produisent une partie solide contenant du SMA ou de l'AS en contact avec une partie liquide; c) la séparation de la partie solide de la partie liquide; et d) la récupération de la partie solide.
Applications Claiming Priority (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US31779910P | 2010-03-26 | 2010-03-26 | |
| US61/317,799 | 2010-03-26 | ||
| US32005310P | 2010-04-01 | 2010-04-01 | |
| US61/320,053 | 2010-04-01 | ||
| US32974210P | 2010-04-30 | 2010-04-30 | |
| US61/329,742 | 2010-04-30 | ||
| US13/051,302 | 2011-03-18 | ||
| US13/051,302 US8624059B2 (en) | 2010-03-26 | 2011-03-18 | Processes for producing monoammonium succinate from fermentation broths containing diammonium succinate, monoammonium succinate and/or succinic acid, and conversion of monoammonium succinate to succinic acid |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2734627A1 CA2734627A1 (fr) | 2011-09-26 |
| CA2734627C true CA2734627C (fr) | 2013-11-19 |
Family
ID=44025279
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2734627A Active CA2734627C (fr) | 2010-03-26 | 2011-03-22 | Procedes de production de succinate de monoammonium a partir de bouillons de fermentation contenant du succinate de diammonium, du succinate de monoammonium et/ou de l'acide succinique,et conversion du succinate de monoammonium en acide succinique |
Country Status (8)
| Country | Link |
|---|---|
| US (2) | US8624059B2 (fr) |
| EP (1) | EP2371800A1 (fr) |
| JP (2) | JP5754785B2 (fr) |
| KR (1) | KR101431363B1 (fr) |
| CN (1) | CN102918017B (fr) |
| BR (1) | BRPI1100946B1 (fr) |
| CA (1) | CA2734627C (fr) |
| WO (1) | WO2011119427A1 (fr) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2013528584A (ja) * | 2010-04-30 | 2013-07-11 | ビオアンブ,ソシエテ パ アクシオンス シンプリフィエ | Nh4+−ooc−r−coo−nh4+化合物を含む発酵培地からのhooc−r−cooh化合物の酸の製造方法 |
| EP2571837A1 (fr) * | 2010-04-30 | 2013-03-27 | Bioamber, S.A.S. | Procédés de production de composés nh4+ -ooc-r-cooh à partir de bouillons de fermentation contenant des composés nh4+ -ooc-r-coo- nh4+ et/ou d'acides composés hooc-r-cooh, et de conversion de composés nh4+ -ooc-r-cooh en acides composés hooc-r-cooh |
| KR20130041815A (ko) * | 2010-05-19 | 2013-04-25 | 바이오엠버, 에스.아.에스. | 피롤리돈의 제조방법 |
| US20120259138A1 (en) | 2011-04-05 | 2012-10-11 | BioAmber International S.à.r.I. | Methods and systems of producing dicarboxylic acids |
| WO2013012589A1 (fr) * | 2011-07-21 | 2013-01-24 | Archer Daniels Midland Company | Méthodes de préparation de sels d'ammonium de diacides c4 par fermentation et méthodes intégrées de fabrication de dérivés c4 de ces derniers |
| US20150005510A1 (en) * | 2011-09-01 | 2015-01-01 | Myriant Corporation | Method for conversion of diammonium succinate in fermentation broth to 2-pyrrolidone and n-methylpyrrolidone |
| US20130072714A1 (en) * | 2011-09-16 | 2013-03-21 | BioAmber International S.à.r.l. | Biobased compositions of diammonium succinate, monoammonium succinate and/or succinic acid and derivatives thereof |
| US20130150621A1 (en) | 2011-12-13 | 2013-06-13 | Bioamber S.A.S. | Processes for purification of succinic acid via distillation |
| WO2013166075A1 (fr) | 2012-04-30 | 2013-11-07 | Woods Hole Oceanographic Institution | Protéine d'acquisition de cobalamine et son utilisation |
| EP2961738B1 (fr) | 2012-11-14 | 2019-12-25 | CJ CheilJedang Corporation | Production de sels de 4-hydroxybutyrate à l'aide de matières premières biosourcées |
| CN103012107B (zh) * | 2013-01-21 | 2015-07-08 | 江阴奥瑞诺生物技术有限公司 | 一种从产丁二酸的发酵液中制备丁二酸胺的方法 |
| CN103965064B (zh) * | 2013-01-31 | 2016-04-20 | 上海医药工业研究院 | 从l-丙氨酸发酵液中提取l-丙氨酸的方法 |
| WO2019123468A2 (fr) | 2017-12-22 | 2019-06-27 | Fine Organics Industries Ltd. | Applications d'un additif ester produit à partir de matières premières bio-dérivées |
Family Cites Families (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3810937A (en) * | 1970-09-15 | 1974-05-14 | Hall C Co | Purification of carboxylic acids |
| DE2718363A1 (de) | 1977-04-25 | 1978-10-26 | Roehm Gmbh | Verfahren zur herstellung von carbonsaeuren aus ihren ammoniumsalzen |
| DE3783081T2 (de) * | 1986-06-11 | 1993-04-15 | Michigan Biotech Inst | Verfahren zur herstellung von bernsteinsaeure durch anaerobe fermentation. |
| US5034105A (en) * | 1989-07-27 | 1991-07-23 | Michigan Biotechnology Institute | Carboxylic acid purification and crystallization process |
| US6245538B1 (en) * | 1996-08-28 | 2001-06-12 | Henkel Corporation | Process for recovering carboxylic acids from a fermentation broth |
| US5958744A (en) * | 1997-08-18 | 1999-09-28 | Applied Carbochemicals | Succinic acid production and purification |
| DE19742911A1 (de) * | 1997-09-29 | 1999-04-01 | Basf Ag | Verfahren zur Herstellung von Aminen |
| US6288275B1 (en) * | 1999-07-09 | 2001-09-11 | Henkel Corporation | Separation and purification of carboxylic acids from fermentation broths |
| US6660505B2 (en) * | 2000-06-22 | 2003-12-09 | Cognis Corporation | Isolation of carboxylic acids from fermentation broth |
| CN1279013C (zh) * | 2001-05-07 | 2006-10-11 | 嘉吉有限公司 | 羧酸及其衍生物的制备方法 |
| MY137537A (en) * | 2002-05-10 | 2009-02-27 | Mitsubishi Chem Corp | Method for producing organic acid |
| JP4061426B2 (ja) * | 2002-05-10 | 2008-03-19 | 三菱化学株式会社 | 有機酸の製造方法 |
| US7199250B2 (en) * | 2002-12-20 | 2007-04-03 | Battelle Memorial Institute | Process for producing cyclic compounds |
| EP1669459B1 (fr) * | 2003-09-30 | 2014-10-22 | Ajinomoto Co., Inc. | Procede de purification d'acide succinique a partir d'un liquide de fermentation |
| JP4831394B2 (ja) * | 2003-10-09 | 2011-12-07 | 独立行政法人産業技術総合研究所 | カルボン酸系化合物の製造方法 |
| JP2005139137A (ja) * | 2003-11-07 | 2005-06-02 | Ajinomoto Co Inc | 有機酸の製造方法 |
| JP2005139156A (ja) * | 2003-11-10 | 2005-06-02 | Mitsubishi Chemicals Corp | コハク酸モノアンモニウム塩の製造法 |
| JP2005263698A (ja) * | 2004-03-19 | 2005-09-29 | Mitsubishi Chemicals Corp | 琥珀酸の製造方法 |
| CN101084188B (zh) * | 2004-12-21 | 2013-04-03 | 巴斯福股份公司 | 由来自发酵液的琥珀酸盐制备吡咯烷酮的方法 |
| JP5365824B2 (ja) | 2006-03-23 | 2013-12-11 | 独立行政法人産業技術総合研究所 | コハク酸ジアルキルの製造方法および1,4−ブタンジオールの製造方法 |
| JP5152709B2 (ja) | 2006-09-01 | 2013-02-27 | 独立行政法人産業技術総合研究所 | コハク酸系エステル類の製造方法 |
| JP5079320B2 (ja) * | 2006-12-25 | 2012-11-21 | 旭化成ケミカルズ株式会社 | グリコール酸の製造方法 |
| WO2008143015A1 (fr) * | 2007-05-18 | 2008-11-27 | Ajinomoto Co., Inc. | Procédé de production d'acide succinique et procédé de production d'une solution de succinate d'ammonium |
| KR20090066958A (ko) | 2007-12-20 | 2009-06-24 | 한국과학기술원 | 배양액의 결정화에 의한 숙신산 정제방법 |
| CN102066305B (zh) * | 2008-06-20 | 2015-11-25 | 旭化成化学株式会社 | α-羟酸的制造方法 |
| CN107267561A (zh) | 2008-07-08 | 2017-10-20 | 帝斯曼知识产权资产管理有限公司 | 通过在低pH下发酵生产二羧酸 |
| JP5458565B2 (ja) | 2008-12-22 | 2014-04-02 | 東レ株式会社 | コハク酸塩の製造方法 |
| DE102009009580A1 (de) | 2009-02-19 | 2010-08-26 | Evonik Degussa Gmbh | Verfahren zur Herstellung freier Säuren aus ihren Salzen |
| DE102009001008A1 (de) * | 2009-02-19 | 2010-08-26 | Evonik Degussa Gmbh | Reaktivextraktion von freien organischen Säuren aus deren Ammoniumsalzen |
| CN102918011A (zh) * | 2010-04-01 | 2013-02-06 | 生物琥珀酸国际责任有限公司 | 从琥珀酸盐制备四氢呋喃、γ-丁内酯和/或丁二醇的方法 |
| CN102858731A (zh) | 2010-04-01 | 2013-01-02 | 生物琥珀酸有限公司 | 用于从含有琥珀酸二铵的发酵液制备琥珀酸的方法 |
| US20110269993A1 (en) | 2010-04-30 | 2011-11-03 | Bioamber S.A.S. | Processes for producing adipic acid from fermentation broths containing diammonium adipate |
| KR20130020838A (ko) | 2010-06-16 | 2013-02-28 | 바이오엠버, 에스.아.에스. | 디암모늄 아디페이트, 모노암모늄 아디페이트 및/또는 아디프산을 함유한 발효 브로쓰로부터 카프로락탐 및 이의 유도체를 제조하는 방법 |
-
2011
- 2011-03-18 WO PCT/US2011/028990 patent/WO2011119427A1/fr not_active Ceased
- 2011-03-18 JP JP2013501335A patent/JP5754785B2/ja active Active
- 2011-03-18 CN CN201180026084.0A patent/CN102918017B/zh active Active
- 2011-03-18 US US13/051,302 patent/US8624059B2/en active Active
- 2011-03-18 KR KR1020127027250A patent/KR101431363B1/ko not_active Expired - Fee Related
- 2011-03-22 CA CA2734627A patent/CA2734627C/fr active Active
- 2011-03-25 BR BRPI1100946-2A patent/BRPI1100946B1/pt active IP Right Grant
- 2011-03-28 EP EP11160054A patent/EP2371800A1/fr not_active Withdrawn
- 2011-08-17 US US13/211,578 patent/US8203021B2/en active Active
-
2015
- 2015-02-20 JP JP2015031626A patent/JP2015119725A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| JP2015119725A (ja) | 2015-07-02 |
| US8624059B2 (en) | 2014-01-07 |
| KR20120132638A (ko) | 2012-12-06 |
| CN102918017B (zh) | 2014-12-17 |
| US20110237831A1 (en) | 2011-09-29 |
| KR101431363B1 (ko) | 2014-08-19 |
| BRPI1100946B1 (pt) | 2021-07-20 |
| EP2371800A1 (fr) | 2011-10-05 |
| JP2013523640A (ja) | 2013-06-17 |
| BRPI1100946A2 (pt) | 2015-09-29 |
| US8203021B2 (en) | 2012-06-19 |
| US20110297529A1 (en) | 2011-12-08 |
| JP5754785B2 (ja) | 2015-07-29 |
| CN102918017A (zh) | 2013-02-06 |
| WO2011119427A1 (fr) | 2011-09-29 |
| CA2734627A1 (fr) | 2011-09-26 |
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| EEER | Examination request |